Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorodifluoromethane | HCID 6372 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 178481859 | HCID 178481859 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 23075700 | HCID 23075700 | — |
Reaction Steps
To 1.7 g (8.8 mmol) of 5-hydroxy-1-methyl-3-trifluoromethyl-1H-pyrazole in 20 ml of tetrahydrofuran were added 2.5 g (43.8 mmol) of powdery potassium hydroxide and 0.14 g (0.44 mmol) of tetrabutylammonium bromide at room temperature, followed by stirring. Furthermore, chlorodifluoromethane was introduced into the reaction solution until the reaction system was saturated therewith. Thereafter, the whole was stirred at room temperature overnight. After the completion of the reaction was confirmed, the reaction solution was poured into water and extracted with diethyl ether. The resulting organic layer was washed with water and saline, successively, and then dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure and a gas chromatographic analysis was conducted to confirm that 5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbaldehyde was formed in an amount of 8.8%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07256298B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-dc0cb82ca1794c548e6f86764f00ea91 |
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| Source note | uspto-grants-2007_08 |
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